Tributylamine → HCID 178437917, 화합물

HRID 68695

반응식

HRID 68695 반응식
Cl.[CH2:2]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([NH2:13])=[CH:10][CH:11]=2)[N:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=1)[CH3:3].C(N(CCCC)CCCC)CCC.[NH:33]1[C:37]2[CH:38]=[CH:39][C:40]([C:42](O)=[O:43])=[CH:41][C:36]=2[N:35]=[CH:34]1.[I-].ClC1C=CC=C[N+]=1C>CN(C)C=O>[CH2:2]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([NH:13][C:42]([C:40]3[CH:39]=[CH:38][C:37]4[NH:33][CH:34]=[N:35][C:36]=4[CH:41]=3)=[O:43])=[CH:10][CH:11]=2)[N:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:5]=1)[CH3:3]

참가 물질

6

반응물 4

HCID 7622TributylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 674492293-ethyl-1-phenyl-1H-indazol-6-amine hydrochlorideHCID 178524171HCID 178524171, 화합물

생성물 1

HCID 178437917HCID 178437917, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

Into a 100-mL 3-necked round-bottom flask, was placed a solution of 3-ethyl-1-phenyl-1H-indazol-6-amine hydrochloride (300 mg, 1.10 mmol, 1.00 equiv) in N,N-dimethylformamide (30 mL), tributylamine (492 mg, 2.66 mmol, 2.50 equiv), 1H-benzo[d]imidazole-5-carboxylic acid (180 mg, 1.11 mmol, 1.00 equiv), 2-chloro-1-methylpyridinium iodide (330 mg, 1.29 mmol, 1.20 equiv). The resulting solution was stirred for 2 days at 100° C. in an oil bath. The resulting mixture was concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/methanol (50:1). The resulting mixture was diluted with methanol (10 mL) and the solids were washed with diethyl ether (1×50 mL) to yield N-(3-ethyl-1-phenyl-1H-indazol-6-yl)-1H-benzo[d]imidazole-5-carboxamide as a yellow solid.

후처리

  1. customInto a 100-mL 3-necked round-bottom flask, was placed
  2. concentrationThe resulting mixture was concentrated under vacuum
  3. additionThe resulting mixture was diluted with methanol (10 mL)
  4. washthe solids were washed with diethyl ether (1×50 mL)

출처 및 근거

ORD 기록
ord-29a404dda10f4116845058069a887d7a
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822447B2

연결된 노트

불러오는 중…